Toluene-4-sulfonic acid (3S,3aS,5aR,6R,9R,9aS,9bS)-9-hydroxy-3,5a,9-trimethyl-2-oxo-dodecahydro-naphtho[1,2-b]furan-6-yl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid (3S,3aS,5aR,6R,9R,9aS,9bS)-9-hydroxy-3,5a,9-trimethyl-2-oxo-dodecahydro-naphtho[1,2-b]furan-6-yl ester
• CAS No.: 76627-95-7
• Molecular Formula: C₂₂H₃₀O₆S
• Molecular Weight: 422.543

Synonyms:Toluene-4-sulfonic acid (3S,3aS,5aR,6R,9R,9aS,9bS)-9-hydroxy-3,5a,9-trimethyl-2-oxo-dodecahydro-naphtho[1,2-b]furan-6-yl ester

Chemical Property of Toluene-4-sulfonic acid (3S,3aS,5aR,6R,9R,9aS,9bS)-9-hydroxy-3,5a,9-trimethyl-2-oxo-dodecahydro-naphtho[1,2-b]furan-6-yl ester

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Technology Process of Toluene-4-sulfonic acid (3S,3aS,5aR,6R,9R,9aS,9bS)-9-hydroxy-3,5a,9-trimethyl-2-oxo-dodecahydro-naphtho[1,2-b]furan-6-yl ester

There total 14 articles about Toluene-4-sulfonic acid (3S,3aS,5aR,6R,9R,9aS,9bS)-9-hydroxy-3,5a,9-trimethyl-2-oxo-dodecahydro-naphtho[1,2-b]furan-6-yl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

1β,4α-dihydroxy-5α,11β-H-eudesman-6α,12-olide (66428-35-1) + p-toluenesulfonyl chloride (98-59-9) → Toluene-4-sulfonic acid (3S,3aS,5aR,6R,9R,9aS,9bS)-9-hydroxy-3,5a,9-trimethyl-2-oxo-dodecahydro-naphtho[1,2-b]furan-6-yl ester (76627-95-7)

Guidance literature:

In pyridine; at 0 ℃; for 48h;

DOI:10.1016/0040-4020(80)80216-X

Reference yield: 82.0%

(3S,3aS,5aR,6R,9S,9aS,9bS)-6,9-Dihydroxy-3,5a,9-trimethyl-decahydro-naphtho[1,2-b]furan-2-one (5090-50-6,66428-35-1,95782-67-5,118139-11-0,118139-12-1,122999-15-9,126642-75-9,126642-76-0,132620-76-9,132620-77-0,143729-74-2) + p-toluenesulfonyl chloride (98-59-9) → Toluene-4-sulfonic acid (3S,3aS,5aR,6R,9S,9aS,9bS)-9-hydroxy-3,5a,9-trimethyl-2-oxo-dodecahydro-naphtho[1,2-b]furan-6-yl ester (76627-95-7,95782-13-1)

Guidance literature:

In pyridine; for 120h; Ambient temperature;

DOI:10.1016/S0040-4020(01)98812-X

Reference yield: 50.0%

Toluene-4-sulfonic acid (1S,4R,4aR,5R,6R,8aS)-4,5-dihydroxy-6-((R)-2-hydroxy-1-methyl-ethyl)-4,8a-dimethyl-decahydro-naphthalen-1-yl ester (95682-59-0) → Toluene-4-sulfonic acid (3S,3aS,5aR,6R,9S,9aS,9bS)-9-hydroxy-3,5a,9-trimethyl-2-oxo-dodecahydro-naphtho[1,2-b]furan-6-yl ester (76627-95-7,95782-13-1)

Guidance literature:

With oxygen; platinum;

DOI:10.1016/S0040-4020(01)98812-X

upstream raw materials:

1β,4α-dihydroxy-5α,11β-H-eudesman-6α,12-olide

p-toluenesulfonyl chloride

4α-hydroxy-1-oxo-5α,11β-H-eudesman-6α,12-olide

vulgarin

Downstream raw materials:

Toluene-4-sulfonic acid (3R,3aR,5aS,6S,9bR)-3,5a,9-trimethyl-2,8-dioxo-2,3,3a,4,5,5a,6,7,8,9b-decahydro-naphtho[1,2-b]furan-6-yl ester

α-Santonin

Toluene-4-sulfonic acid (3R,3aR,5aS,6S,9bR)-3,5a,9-trimethyl-2-oxo-2,3,3a,4,5,5a,6,7,8,9b-decahydro-naphtho[1,2-b]furan-6-yl ester

isocostus lactone

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